FEATURES OF 3-AMINO-5-METHYLISOXAZOLE IN HETEROCYCLIZATIONS INVOLVING PYRUVIC ACIDS

Authors

  • Valentyn A. Chebanov Division of Chemistry of Functional Materials, State Scientific Institution ''Institute for Single Crystals'' of National Academy of Sciences of Ukraine, 60 Nauky Ave., Kharkiv 61072, Ukraine
  • Alisa D. Morozova
  • Elena A. Muravyova
  • Svitlana V. Shishkina
  • Dmytro Sysoev
  • Toma Glasnov
  • Vladimir I. Musatov
  • Sergey M. Desenko

DOI:

https://doi.org/10.1007/4818

Keywords:

3-amino-5-methylisoxazole, furanones, pyrrolones, pyruvic acids, heterocyclization

Abstract

The chemical properties of 3-amino-5-methylisoxazole in the reactions involving pyruvic acid derivatives are reported. The multicomponent condensation of 3-amino-5-methylisoxazole, aromatic aldehyde, and pyruvic acid was not effective while the treatment of the starting amine with pyruvic acid derivatives led to suitable synthetic procedures for selective synthesis of furanones and pyrrolones. It was established that only NH2-nucleophilic center of 3-amino-5-methylisoxazole takes part in the heterocyclizations with pyruvic acid derivatives.

Published

2019-02-13

Issue

Section

Original Papers